Azo dye.



scribed and used.

iinrrsn s'rirrns rarnnr orrron.

rearran- HAnr'rMan'n, or LEvERnUsnN, NEAR COLOGNE, GERMANQ 1. r'sEBENF-ABBIKEN VORM. rename. BAYER & or ELBEREELD CORPORATION 035 GERMANY.

ssieiioR-I o .1 GEBMANY,

a, AZO DYE. frescoes; firecifieetienefnttersPtnt- Patented-Och? 1. is; I

renewing.

To oZZziUZiom-ii mM/concofn: I

Be t"hnown that I, PETER HAUPTMANN,

doctor or ph lo ophy chemist, cnlzen of which the-folloWing-is a specification.

Basic azo dyestuti's prepared from 1.3-di-'- o'x vquinolin have not heretofore been do I havediscovered that a.

neiv class of basic az'o dyestuffs can be obtained from dioxyquinolin which dyestuffs contain this compound as end component. These new dyestuffs are distinguished by the raluable property of being capable of dyeing artificial. sill:- (ChardOnnet-silk, glanzstofl), etc, from red to brown shades fast to Water and to light The new process forjthe.manufacture ofv these dyestuffs consists in combining the chase compounds of annnobenzylannns. annnobei'iz'ylpyridins or aromatic ammonium bases with an aromatic aniin, diazotizing,

these intermediate products and finally combining the diazoazo coinpoun'os thus pro duced with 2 4- dioxyouinolin.

Thenow dyestuffs of the present inrention arelwhen the above specified starting'lnaterials are employed, disazo dyestuffs, and have t e following general formula:

Where R is the radical of the diazotized arotreatment with stannouschlorid and hydro.v

chlorio acid aininodioxyquinolin.

I clain1:-

1. As new products, basic, disa zo-dyestufi's containing -dioxyquinolin as end com.-

Application filed April30,1'91*2. surmise-694,255. j

matic base (benzylan'iins, p R the aromatic radicalot the -.'ainin used as middle mi limetre]and rv h which, after diazotizatiom'the diojiqui lin is coupled, and R illldi'fldltlillfif2.4 dioxyquinolin as end ooin ponenti R In order to illustrate the new process more fully the following exainple is giren, thej parts being by weight't-- ff j Example: 17 parts of the z l'ne'double salt-ii of para-aniinobenzylpyridin are" dissolt'ed in 200 parts of Water cooled with ice and diazot-ized with 5 parts oil-2C1 1 9"B l 1 and parts of nitrite. The. dialzo solution isladded about 5 to a solution of/6.5 parts o'l? cresidinhydrochlorid, in 1'00"]5arts of I water. After 12 hours the free aeid is neutralized with 7 parts of sodium acetate and the mixture is after 12 hours acidulated with 10 parts oi l'iydrochloric acid (19 136)." The anonoazo d; .stufl' then "stirred up with 300 parts of Water of 509 Q. cooled with ice to 10 and diaZotiY ed with 2.5 parts of sodium nitrite and 10 parts Hill (19 Btu). Subsequently 6.1 parts of 2.4-- dioxyqninolinare dissolved. in 250 parts of water and lparts of NaUllf (40 per cent). After the-adl ion of parts of sodium carliltlllfltd the diam compound is added thereto .atabout 5 (1. The dyestutt is filtered-oil and dried. It dyes artificial silk in red shades. It has the following graphically represent-ed formula:

QCH}

rid and hydrochloric acid 'aminodioxyquinolin and dyeing artificial silk directly red to, browns'hades fast to water and to light, substantially as described.

3. As new products, basic disazo dye stuffs containing '2.4.--d1oxy uinolin as one end component, and the ra ical of benz'ylpyridin as the other end component, whlch dyestufi's after being dried and pulverized are from red to brown powders, yielding upon reduction with s'tannou's chlorid and hydrochloric acid aminodioxyquinolin and dyeing artificial silk directly red to brown shades fast to water and to light, substantially as described.

"-4. As new products, basic disazo dye I stuffs vcontaining QA-dioxyguinqlin as one end component, and the ra ical of benzylpyridin as the other end component, which dyestuffs after being dried and pulverized are from red to brown powders, yielding upon reduction with stannous chlorid and hydrochloric acid 'aininodioxyquinolin and dyeing artificial silk directly red .tobrown shades ,fast to "water and to light, substantial] y as'described.

v 5. As a new product the basic az'o stufi's containing QA-dioxyquinolin as end component, and having the following geh eral formula:

R-N=NR -N N--R where R isthe radical of an aromatic base,

R an aromatic nucleus of the benzene series, and R .the radical of 2.4-dioxyquinolin, which dy'estufisafter-being drifedfand uliverized are "from .red to brown**-pow ers,

yielding upon reductionwi'th stannous chlorid and. i" h drochloric acid aminodioxyqu'inolin an 7 red to brown shades fast to water and to light, substantially as described.

i here R is the radical of benzyl pyriqin, RI ran arbmatic nucleus, and R2 the radical of component, and having eral formula:

2.4-dioxyquinolin, which dyestuffs after being dried and pulverized are from red to brown powders, yielding upon reduction with stannous chlorid and hydrochloric,

acid aminodioxyquinolin and dyeingartificial'silk directly red tobrown shades fast to water? and to light, substantially as 'described.

In testimony whereof I have hereunto set my hand in the presence of two subscribing I witnesses.

' PETER HAUPTMANN. [L. s'.]

Witnesses:

HELEN NUFER, 4

ALBERT NUFER.

dyeing; artificial silk' directly 4o- 

